Name: Pomalidomide-C4-OH
Brand: BOC Sciences
Rating: 5 (1 reviews)

Size

Price

Stock

Quantity

$--

In stock

Purity

≥95%

Storage

Store at -20°C

IUPACName

2-(2,6-dioxopiperidin-3-yl)-4-(4-hydroxybutylamino)isoindole-1,3-dione

Synonyms

Pomalidomide-5'-C4-OH; 1H-Isoindole-1,3(2H)-dione, 2-(2,6-dioxo-3-piperidinyl)-4-[(4-hydroxybutyl)amino]-; 2-(2,6-Dioxo-3-piperidinyl)-4-[(4-hydroxybutyl)amino]-1H-isoindole-1,3(2H)-dione; 2-(2,6-dioxopiperidin-3-yl)-4-((4-hydroxybutyl)amino)isoindoline-1,3-dione

Boiling Point

657.5±55.0°C at 760 mmHg

Density

1.449±0.06 g/cm3

InChI Key

MBZGGBBHLRSXLQ-UHFFFAOYSA-N

InChI

InChI=1S/C17H19N3O5/c21-9-2-1-8-18-11-5-3-4-10-14(11)17(25)20(16(10)24)12-6-7-13(22)19-15(12)23/h3-5,12,18,21H,1-2,6-9H2,(H,19,22,23)

Canonical SMILES

C1CC(=O)NC(=O)C1N2C(=O)C3=C(C2=O)C(=CC=C3)NCCCCO

Background Introduction

Pomalidomide-C4-OH is a versatile E3 ligase ligand-linker conjugate that combines the recognized cereblon-binding moiety, pomalidomide, with a four-carbon (C4) alkyl linker terminated by a hydroxyl (OH) group. This synthetic bifunctional molecule is widely utilized in PROTAC design for targeted protein degradation. The hydroxyl group provides a reactive handle for further functionalization, allowing for the attachment of various warheads tailored to diverse research needs in chemical biology and drug development.

Mechanism

Pomalidomide-C4-OH functions by hijacking the ubiquitin-proteasome pathway through its pomalidomide moiety, which specifically binds to the E3 ubiquitin ligase cereblon (CRBN). When incorporated into a PROTAC molecule, the C4 linker serves as a flexible spacer, while the terminal hydroxyl group allows for conjugation with a ligand that selectively recognizes a protein of interest. By bringing the POI (Protein Of Interest) into proximity with the E3 ligase, the conjugate enables ubiquitination and subsequent proteasomal degradation of the target protein. This approach allows for the precise and efficient removal of disease-causing or unwanted proteins in cells.

Applications

Pomalidomide-C4-OH is widely used in the development and synthesis of PROTACs (Proteolysis Targeting Chimeras) for targeted protein degradation, a cutting-edge therapeutic and research strategy in drug discovery. Its applications include the creation of customized PROTACs for preclinical and clinical studies targeting cancers, neurodegenerative disorders, and other diseases driven by dysregulated proteins. Additionally, Pomalidomide-C4-OH serves as a foundational scaffold for the generation of chemical probes in mechanism of action studies, phenotypic screening, and target validation assays. Its ease of functionalization and compatibility with diverse warheads make it an essential tool in modern chemical biology and medicinal chemistry laboratories.

• Hydroxyl-functionalized linker enables versatile conjugation with various warheads for flexible PROTAC design
• Specifically optimized for CRBN E3 ligase recruitment, enhancing targeted protein degradation efficiency

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* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C₁V₁ = C₂V₂